HCID 131731764, compound → HCID 131731763, compound

HRID 2404397Notes

Reaction equation

[CH2:1]([NH:4][C:5]([C@@H:7]1[CH2:11][CH2:10][C@H:9]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:8]1)=[O:6])[C:2]#[CH:3]>C(#N)C.[Au](Cl)(Cl)Cl>[CH3:3][C:2]1[O:6][C:5]([C@@H:7]2[CH2:11][CH2:10][C@H:9]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:16])([CH3:18])[CH3:17])[CH2:8]2)=[N:4][CH:1]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of Example 125A (500 mg, 1.88 mmol) in acetonitrile (8 mL) was added a solution of gold (III) chloride (56.9 mg, 0.188 mmol) in acetonitrile (2 mL). The reaction mixture was stirred at 50° C. for 16 hours and then concentrated. The residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 0-50% of MeOH/EtOAc (1:10) in hexanes) to obtain 400 mg (80%) the title compound. MS (ESI+) M/Z 267 [M+H]+.

Workup

concentrationconcentrated
customThe residue was purified by column chromatography

Sources & evidence

ORD record: ord-9c0f3802222e4aa8b745bbf6845ce3fa
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08802711B2

Reaction notes

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